EP4137535A1 - Procédé de fabrication d'un polymère superabsorbant - Google Patents
Procédé de fabrication d'un polymère superabsorbant Download PDFInfo
- Publication number
- EP4137535A1 EP4137535A1 EP21900895.0A EP21900895A EP4137535A1 EP 4137535 A1 EP4137535 A1 EP 4137535A1 EP 21900895 A EP21900895 A EP 21900895A EP 4137535 A1 EP4137535 A1 EP 4137535A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- polymer
- water
- superabsorbent polymer
- chemical formula
- surface crosslinking
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920000247 superabsorbent polymer Polymers 0.000 title claims abstract description 77
- 238000000034 method Methods 0.000 title claims abstract description 43
- 238000004519 manufacturing process Methods 0.000 title description 3
- 229920000642 polymer Polymers 0.000 claims abstract description 73
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 48
- 239000000178 monomer Substances 0.000 claims description 44
- 238000004132 cross linking Methods 0.000 claims description 37
- 238000001035 drying Methods 0.000 claims description 28
- 229920005601 base polymer Polymers 0.000 claims description 24
- 239000000126 substance Substances 0.000 claims description 21
- 238000006116 polymerization reaction Methods 0.000 claims description 19
- 239000000843 powder Substances 0.000 claims description 19
- 238000010298 pulverizing process Methods 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 17
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 14
- 239000005977 Ethylene Substances 0.000 claims description 14
- 239000003431 cross linking reagent Substances 0.000 claims description 13
- 125000003277 amino group Chemical group 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- 229920001661 Chitosan Polymers 0.000 claims description 8
- 230000002378 acidificating effect Effects 0.000 claims description 7
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 4
- 229920006037 cross link polymer Polymers 0.000 claims description 4
- 229920000858 Cyclodextrin Polymers 0.000 claims description 3
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 3
- 230000000704 physical effect Effects 0.000 abstract description 17
- 230000015572 biosynthetic process Effects 0.000 abstract description 4
- 239000000243 solution Substances 0.000 description 26
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 20
- 229940048053 acrylate Drugs 0.000 description 20
- 239000000203 mixture Substances 0.000 description 17
- 239000002245 particle Substances 0.000 description 16
- -1 amine salt Chemical class 0.000 description 13
- 239000000463 material Substances 0.000 description 11
- 239000003505 polymerization initiator Substances 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 9
- 239000004583 superabsorbent polymers (SAPs) Substances 0.000 description 9
- 239000003999 initiator Substances 0.000 description 8
- 239000002562 thickening agent Substances 0.000 description 8
- 238000012719 thermal polymerization Methods 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000004088 foaming agent Substances 0.000 description 6
- 238000006386 neutralization reaction Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 239000011256 inorganic filler Substances 0.000 description 3
- 229910003475 inorganic filler Inorganic materials 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 3
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- NBOCQTNZUPTTEI-UHFFFAOYSA-N 4-[4-(hydrazinesulfonyl)phenoxy]benzenesulfonohydrazide Chemical compound C1=CC(S(=O)(=O)NN)=CC=C1OC1=CC=C(S(=O)(=O)NN)C=C1 NBOCQTNZUPTTEI-UHFFFAOYSA-N 0.000 description 2
- ICGLPKIVTVWCFT-UHFFFAOYSA-N 4-methylbenzenesulfonohydrazide Chemical compound CC1=CC=C(S(=O)(=O)NN)C=C1 ICGLPKIVTVWCFT-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- 239000004156 Azodicarbonamide Substances 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- MWRWFPQBGSZWNV-UHFFFAOYSA-N Dinitrosopentamethylenetetramine Chemical compound C1N2CN(N=O)CN1CN(N=O)C2 MWRWFPQBGSZWNV-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- XOZUGNYVDXMRKW-AATRIKPKSA-N azodicarbonamide Chemical compound NC(=O)\N=N\C(N)=O XOZUGNYVDXMRKW-AATRIKPKSA-N 0.000 description 2
- 235000019399 azodicarbonamide Nutrition 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 2
- 239000002504 physiological saline solution Substances 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- AZCYBBHXCQYWTO-UHFFFAOYSA-N 2-[(2-chloro-6-fluorophenyl)methoxy]benzaldehyde Chemical compound FC1=CC=CC(Cl)=C1COC1=CC=CC=C1C=O AZCYBBHXCQYWTO-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- AMIJXNFLZXFHJA-UHFFFAOYSA-N 2-dimethylphosphoryl-1-(2,4,6-trimethylphenyl)ethanone Chemical compound CC1=C(C(=O)CP(C)(C)=O)C(=CC(=C1)C)C AMIJXNFLZXFHJA-UHFFFAOYSA-N 0.000 description 1
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- AUZRCMMVHXRSGT-UHFFFAOYSA-N 2-methylpropane-1-sulfonic acid;prop-2-enamide Chemical compound NC(=O)C=C.CC(C)CS(O)(=O)=O AUZRCMMVHXRSGT-UHFFFAOYSA-N 0.000 description 1
- NDAJNMAAXXIADY-UHFFFAOYSA-N 2-methylpropanimidamide Chemical compound CC(C)C(N)=N NDAJNMAAXXIADY-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- MJIFFWRTVONWNO-UHFFFAOYSA-N 3-oxopent-4-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CCC(=O)C=C MJIFFWRTVONWNO-UHFFFAOYSA-N 0.000 description 1
- SVYPQURSUBDSIQ-UHFFFAOYSA-N 4-methyl-3-oxopent-4-ene-1-sulfonic acid Chemical compound CC(=C)C(=O)CCS(O)(=O)=O SVYPQURSUBDSIQ-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 229920000896 Ethulose Polymers 0.000 description 1
- 239000001859 Ethyl hydroxyethyl cellulose Substances 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 229920000569 Gum karaya Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 229910002567 K2S2O8 Inorganic materials 0.000 description 1
- 229920000161 Locust bean gum Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 229910004882 Na2S2O8 Inorganic materials 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 1
- 235000010451 Plantago psyllium Nutrition 0.000 description 1
- 244000090599 Plantago psyllium Species 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 241000934878 Sterculia Species 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- GCSPRLPXTPMSTL-IBDNADADSA-N [(2s,3r,4s,5s,6r)-2-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[C@@]1([C@]2(CO)[C@H]([C@H](O)[C@@H](CO)O2)O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O GCSPRLPXTPMSTL-IBDNADADSA-N 0.000 description 1
- ZPVGIKNDGJGLCO-VGAMQAOUSA-N [(2s,3r,4s,5s,6r)-2-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)O[C@@]1([C@]2(CO)[C@H]([C@H](O)[C@@H](CO)O2)O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O ZPVGIKNDGJGLCO-VGAMQAOUSA-N 0.000 description 1
- SZYSLWCAWVWFLT-UTGHZIEOSA-N [(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)-2-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl octadecanoate Chemical compound O([C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@]1(COC(=O)CCCCCCCCCCCCCCCCC)O[C@H](CO)[C@@H](O)[C@@H]1O SZYSLWCAWVWFLT-UTGHZIEOSA-N 0.000 description 1
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000001785 acacia senegal l. willd gum Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 108010038083 amyloid fibril protein AS-SAM Proteins 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000000420 anogeissus latifolia wall. gum Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000000305 astragalus gummifer gum Substances 0.000 description 1
- LBSPZZSGTIBOFG-UHFFFAOYSA-N bis[2-(4,5-dihydro-1h-imidazol-2-yl)propan-2-yl]diazene;dihydrochloride Chemical compound Cl.Cl.N=1CCNC=1C(C)(C)N=NC(C)(C)C1=NCCN1 LBSPZZSGTIBOFG-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- NKWPZUCBCARRDP-UHFFFAOYSA-L calcium bicarbonate Chemical compound [Ca+2].OC([O-])=O.OC([O-])=O NKWPZUCBCARRDP-UHFFFAOYSA-L 0.000 description 1
- 229910000020 calcium bicarbonate Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 235000010216 calcium carbonate Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- PODOEQVNFJSWIK-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(OC)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 PODOEQVNFJSWIK-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- KVIPHDKUOLVVQN-UHFFFAOYSA-N ethene;hydrate Chemical group O.C=C KVIPHDKUOLVVQN-UHFFFAOYSA-N 0.000 description 1
- 235000019326 ethyl hydroxyethyl cellulose Nutrition 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 238000010413 gardening Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000019314 gum ghatti Nutrition 0.000 description 1
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 235000010494 karaya gum Nutrition 0.000 description 1
- 239000000231 karaya gum Substances 0.000 description 1
- 229940039371 karaya gum Drugs 0.000 description 1
- TYQCGQRIZGCHNB-JLAZNSOCSA-N l-ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(O)=C(O)C1=O TYQCGQRIZGCHNB-JLAZNSOCSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000010420 locust bean gum Nutrition 0.000 description 1
- 239000000711 locust bean gum Substances 0.000 description 1
- QWDJLDTYWNBUKE-UHFFFAOYSA-L magnesium bicarbonate Chemical compound [Mg+2].OC([O-])=O.OC([O-])=O QWDJLDTYWNBUKE-UHFFFAOYSA-L 0.000 description 1
- 239000002370 magnesium bicarbonate Substances 0.000 description 1
- 229910000022 magnesium bicarbonate Inorganic materials 0.000 description 1
- 235000014824 magnesium bicarbonate Nutrition 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- 239000011802 pulverized particle Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229940047670 sodium acrylate Drugs 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/60—Liquid-swellable gel-forming materials, e.g. super-absorbents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/265—Synthetic macromolecular compounds modified or post-treated polymers
- B01J20/267—Cross-linked polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/008—Treatment of solid polymer wetted by water or organic solvents, e.g. coagulum, filter cakes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/26—Treatment of polymers prepared in bulk also solid polymers or polymer melts
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
- C08J3/245—Differential crosslinking of one polymer with one crosslinking type, e.g. surface crosslinking
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/50—Aspects relating to the use of sorbent or filter aid materials
- B01J2220/68—Superabsorbents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2300/00—Characterised by the use of unspecified polymers
- C08J2300/14—Water soluble or water swellable polymers, e.g. aqueous gels
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2333/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
Definitions
- the present invention relates to a method of preparing a superabsorbent polymer, in which an interpenetrating polymer network (IPN) is formed on the surface of the superabsorbent polymer.
- IPN interpenetrating polymer network
- a superabsorbent polymer is a synthetic polymeric material capable of absorbing moisture from 500 to 1000 times its own weight.
- SAM Super Absorbency Material
- AGM Absorbent Gel Material
- SAM Super Absorbency Material
- AGM Absorbent Gel Material
- these superabsorbent polymers have been widely used in the field of hygienic materials such as diapers, sanitary pads, etc.
- the superabsorbent polymer is generally contained in a state of being spread in the pulp.
- continuous efforts have been made to provide hygienic materials such as diapers having a thinner thickness.
- pulpless diapers and the like in which the content of pulp is reduced or pulp is not used at all is being actively advanced.
- a superabsorbent polymer is contained at a relatively high ratio and these superabsorbent polymer particles are inevitably contained in multiple layers in the hygienic materials.
- the superabsorbent polymer In order for the whole superabsorbent polymer particles contained in the multiple layers to more efficiently absorb a liquid such as urine, etc., it is necessary for the superabsorbent polymer to basically exhibit high absorption performance and absorption rate. For this purpose, a method of crosslinking the surface of the superabsorbent polymer is used.
- the surface crosslinking of the superabsorbent polymer is to form a surface-crosslinked layer by binding functional groups such as a carboxyl group, etc. present on the surface of the superabsorbent polymer, and this surface crosslinking may improve physical properties of the superabsorbent polymer.
- the surface-crosslinked layer is formed by this method, the physical strength may increase, but the absorption rate of the superabsorbent polymer may decrease. Therefore, there is a need for a method of forming the surface-crosslinked layer without impairing the intrinsic physical properties of the superabsorbent polymer.
- IPN interpenetrating polymer network
- the method of preparing a superabsorbent polymer largely includes a step of carrying out a polymerization of a water-soluble ethylene-based unsaturated monomer to form a water-containing gel polymer, and a step of pulverizing the water-containing gel polymer. Further, to improve various physical properties of the superabsorbent polymer, a method of crosslinking the surface of the prepared superabsorbent polymer is used.
- the surface crosslinking of the superabsorbent polymer is formed by binding functional groups with each other, such as hydroxyl groups, etc., which are present on the surface of the superabsorbent polymer. Since the functional groups present in the superabsorbent polymer are chemically reacted, some physical properties of the superabsorbent polymer may deteriorate.
- the present invention instead of the functional groups such as hydroxyl groups, etc. present on the surface of the superabsorbent polymer, a new polymer chain is introduced as an interpenetrating polymer network (IPN) on the surface of the superabsorbent polymer to form a surface-crosslinked layer. Therefore, the present invention is characterized in that the surface-crosslinked layer is formed without deteriorating the intrinsic physical properties of the superabsorbent polymer, and consequently, various physical properties of the superabsorbent polymer are improved.
- IPN interpenetrating polymer network
- the step 1 is a step of preparing a water-containing gel polymer, and specifically, a step of forming a water-containing gel polymer by carrying out a crosslinking polymerization of a monomer composition including a water-soluble ethylene-based unsaturated monomer having acidic groups which are at least partially neutralized.
- the water-soluble ethylene-based unsaturated monomer may be any monomer commonly used in the preparation of superabsorbent polymers. Specifically, the water-soluble ethylene-based unsaturated monomer may be a compound represented by the following Chemical Formula 2: [Chemical Formula 2] R 1 -COOM 1 in Chemical Formula 2,
- the water-soluble ethylene-based unsaturated monomer may include one or more selected from the group consisting of acrylic acid, methacrylic acid, and a monovalent metal salt thereof, a divalent metal salt thereof, an ammonium salt thereof, and an organic amine salt thereof.
- acrylic acid or a salt thereof is used as the water-soluble ethylene-based unsaturated monomer, it is advantageous in terms of obtaining a superabsorbent polymer having improved absorbency.
- the monomer may include one or more selected from the group consisting of an anionic monomer such as maleic anhydride, fumaric acid, crotonic acid, itaconic acid, 2-acryloyl ethane sulfonic acid, 2-methacryloyl ethane sulfonic acid, 2-(meth)acryloyl propane sulfonic acid, or 2-(meth)acrylamide-2-methylpropane sulfonic acid, and a salt thereof; a nonionic hydrophilic monomer such as (meth)acrylamide, N-substituted (meth)acrylate, 2-hydroxyethyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, methoxypolyethyleneglycol(meth)acrylate, or polyethyleneglycol(meth)acrylate; and an unsaturated monomer containing an amino group such as (N,N)-dimethylaminoethyl(meth)acrylate or (N,N)
- the water-soluble ethylene-based unsaturated monomer may have an acidic group, in which at least a part of the acidic group is neutralized.
- an alkaline substance such as sodium hydroxide, potassium hydroxide, ammonium hydroxide or the like may be used as the monomer.
- the degree of neutralization of the monomer may be 40 mol% to 95 mol%, or 40 mol% to 80 mol%, or 45 mol% to 75 mol%.
- the range of the degree of neutralization may vary depending on the final physical properties. An excessively high degree of neutralization causes the neutralized monomers to be precipitated, and thus polymerization may not readily occur. On the contrary, an excessively low degree of neutralization not only deteriorates the absorbency of the polymer but also endows the polymer with hard-to-handle properties, like elastic rubber.
- the monomer composition may include a polymerization initiator commonly used in the preparation of superabsorbent polymers.
- a thermal polymerization initiator As the polymerization initiator, a thermal polymerization initiator, a photopolymerization initiator or the like may be used depending on the polymerization method. However, even in the case of the photopolymerization method, a certain amount of heat is generated by ultraviolet irradiation, etc., and a certain amount of heat is generated in accordance with the progression of the polymerization reaction, which is an exothermic reaction, and therefore, a thermal polymerization initiator may be further included.
- the photopolymerization initiator may include, for example, one or more compounds selected from the group consisting of benzoin ether, dialkyl acetophenone, hydroxyl alkyl ketone, phenyl glyoxylate, benzyl dimethyl ketal, acyl phosphine, and ⁇ -aminoketone.
- benzoin ether dialkyl acetophenone
- hydroxyl alkyl ketone e.glyoxylate
- benzyl dimethyl ketal e.glyoxylate
- benzyl dimethyl ketal e.glyoxylate
- benzyl dimethyl ketal e.glyoxylate
- benzyl dimethyl ketal e.glyoxylate
- benzyl dimethyl ketal e.glyoxylate
- benzyl dimethyl ketal e.glyoxylate
- benzyl dimethyl ketal e.glyoxylate
- thermal polymerization initiator one or more compounds selected from the group consisting of a persulfate-based initiator, an azo-based initiator, hydrogen peroxide, and ascorbic acid may be used.
- a persulfate-based initiator may include sodium persulfate (Na 2 S 2 O 8 ), potassium persulfate (K 2 S 2 O 8 ), ammonium persulfate ((NH 4 ) 2 S 2 O 8 ), etc.
- examples of the azo-based initiator may include 2,2-azobis(2-amidinopropane)dihydrochloride, 2,2-azobis-(N,N-dimethylene)isobutyramidine dihydrochloride, 2-(carbamoylazo)isobutylonitrile, 2,2-azobis[2-(2-imidazolin-2-yl)propane]dihydrochloride, 4,4-azobis-(4-cyanovaleric acid), etc. More various thermal polymerization initiators are well disclosed in " Principle of Polymerization(Wiley, 1981)" written by Odian, p 203 , the content of which is incorporated herein by reference.
- the polymerization initiator may be included at a concentration of about 0.001% by weight to about 1% by weight, or 0.005% by weight to about 0.1% by weight, based on the monomer composition.
- concentration of the polymerization initiator when the concentration of the polymerization initiator is too low, the polymerization rate may become slow and a large amount of residual monomer may be extracted in the final product, which is not preferred.
- concentration of the polymerization initiator is too high, polymer chains constituting the network become short, and thus the content of water-soluble components is increased and physical properties of the polymer may deteriorate, such as a reduction in absorbency under pressure, which is not preferred.
- the polymerization of the monomer composition may be carried out in the presence of a crosslinking agent ("internal crosslinking agent") in order to improve physical properties of the polymer by polymerization of the water-soluble ethylene-based unsaturated monomer.
- the crosslinking agent is used for internal crosslinking of the water-containing gel polymer, and may be used, separately from "a surface crosslinking agent” described below.
- the internal crosslinking agent may be any compound, as long as it enables introduction of crosslinking during the polymerization of the water-soluble ethylene-based unsaturated monomer.
- multifunctional crosslinking agents such as N,N'-methylenebisacrylamide, trimethylolpropane tri(meth)acrylate, ethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, butanediol di(meth)acrylate, butylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, dipentaerythritol pentaacrylate, g
- the internal crosslinking agent may be added at a concentration of 0.001 % by weight to 1% by weight, or 0.01 % by weight to 0.8% by weight, or 0.1% by weight to 0.7% by weight, based on the monomer composition.
- concentration of the internal crosslinking agent when the concentration of the internal crosslinking agent is too low, the absorption rate of the polymer is lowered and gel strength may become weak, which is not preferred.
- concentration of the internal crosslinking agent is too high, the absorption capacity of the polymer is lowered, which is not preferred for an absorbent.
- crosslinking polymerization of the monomer composition may be carried out in the presence of a foaming agent, depending on the need and degree of improvement of the absorption rate.
- This foaming agent is decomposed during the crosslinking polymerization reaction to generate gas, and therefore, pores may be formed inside the water-containing gel polymer.
- a foaming agent is additionally used, a more developed porous structure is formed inside the superabsorbent polymer, and the absorption rate of the superabsorbent polymer may be further improved.
- Non-limiting examples of the foaming agent may include one or more compounds selected from the group consisting of sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, calcium bicarbonate, calcium carbonate, magnesium bicarbonate, magnesium carbonate, azodicarbonamide (ADCA), dinitroso pentamethylene tetramine (DPT), p,p'-oxybis(benzenesulfonyl hydrazide) (OBSH), p-toluenesulfonyl hydrazide (TSH), sucrose stearate, sucrose palmitate, and sucrose laurate.
- ADCA azodicarbonamide
- DPT dinitroso pentamethylene tetramine
- OBSH p,p'-oxybis(benzenesulfonyl hydrazide)
- TSH p-toluenesulfonyl hydrazide
- sucrose stearate sucrose palmitate
- sucrose laurate
- the foaming agent may be preferably present in an amount of 1000 ppmw to 4000 ppmw, and more specifically, in an amount of 1000 ppm or more, or 1100 ppmw or more, or 1200 ppmw or more; and 4000 ppmw or less, or 3500 ppmw or less, or 3000 ppmw or less in the monomer composition.
- the monomer composition may further include additives such as a thickener, a plasticizer, a preservation stabilizer, an antioxidant, etc., as needed.
- additives such as a thickener, a plasticizer, a preservation stabilizer, an antioxidant, etc., as needed.
- Such monomer composition may be prepared in the form of a solution in which raw materials, such as the above-described water-soluble ethylene-based unsaturated monomer, polymerization initiator, internal crosslinking agent, foaming agent, etc., are dissolved in a solvent.
- any solvent may be used without limitations in the constitution as long as it is able to dissolve the above raw materials.
- the solvent water, ethanol, ethylene glycol, diethylene glycol, triethylene glycol, 1,4-butanediol, propylene glycol, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, methyl ethyl ketone, acetone, methyl amyl ketone, cyclohexanone, cyclopentanone, diethylene glycol monomethyl ether, diethylene glycol ethylether, toluene, xylene, butyrolactone, carbitol, methyl cellosolve acetate, N,N-dimethylacetamide, or a mixture thereof may be used.
- Formation of the water-containing gel polymer through polymerization of the monomer composition may be carried out by a common polymerization method, and a process thereof is not particularly limited.
- the polymerization method is largely classified into thermal polymerization and photopolymerization according to a polymerization energy source.
- the thermal polymerization may be carried out in a reactor like a kneader equipped with agitating spindles.
- the photopolymerization may be carried out in a reactor equipped with a movable conveyor belt.
- the monomer composition is injected to the reactor like the kneader equipped with the agitating spindles, and thermal polymerization is carried out by providing hot air thereto or by heating the reactor, thereby obtaining the water-containing gel polymer.
- the water-containing gel polymer may be obtained as particles having a size of centimeters or millimeters when it is discharged from an outlet of the reactor, according to the type of agitating spindles equipped in the reactor.
- the water-containing gel polymer may be obtained in various forms according to a concentration of the monomer composition fed thereto, a feeding speed or the like, and the water-containing gel polymer having a (weight average) particle size of 2 mm to 50 mm may be generally obtained.
- the water-containing gel polymer may be obtained in a sheet-type.
- the thickness of the sheet may vary according to the concentration of the monomer composition fed thereto and the feeding speed.
- the sheet is preferably controlled to have a thickness of 0.5 cm to 10 cm in order to assure the production speed while allowing the entire sheet to be uniformly polymerized.
- the water-containing gel polymer formed by the method may exhibit a water content of 40% by weight to 80% by weight.
- the water content means a weight occupied by water with respect to the total weight of the water-containing gel polymer, which may be a value obtained by subtracting the weight of the dried polymer from the weight of the water-containing gel polymer.
- the water content may be defined as a value calculated by measuring the weight loss due to evaporation of moisture in the polymer during the process of drying by raising the temperature of the polymer through infrared heating.
- the drying conditions may be determined as follows: the drying temperature is increased from room temperature to about 180°C and then the temperature is maintained at 180°C, and the total drying time is set to 20 minutes, including 5 minutes for the temperature rising step.
- the step 2 of the present invention is a step of gel-pulverizing the water-containing gel polymer prepared in the previous step 1.
- the pulverizing may increase the drying efficiency of the water-containing gel polymer, and may also influence morphology of the superabsorbent polymer, thereby influencing various physical properties of the superabsorbent polymer, such as absorption rate.
- the present invention includes a step of pulverizing the water-containing gel polymer before drying. In order to distinguish this pulverizing from the pulverizing of the step 4 to be described below, it may be referred to as the term 'coarsely pulverizing' for convenience in the present invention.
- a pulverizer used for the pulverizing is not limited by its configuration, and specifically, it may include any one selected from the group consisting of a vertical pulverizer, a turbo cutter, a turbo grinder, a rotary cutter mill, a cutter mill, a disc mill, a shred crusher, a crusher, a chopper, and a disc cutter, but is not limited to the above-described examples.
- the step of coarsely pulverizing may be carried out such that a particle size of the water-containing gel polymer becomes about 2 mm to about 10 mm. Pulverizing of the water-containing gel polymer into a particle size of less than 2 mm is not technically easy due to its high water content, and an agglomeration phenomenon between the pulverized particles may occur. Meanwhile, when the polymer is pulverized into a particle size of greater than 10 mm, the effect of increasing the efficiency in the subsequent step of drying may be insignificant.
- the step 3 of the present invention is a step of drying, pulverizing, and size-sorting the gel-pulverized water-containing gel polymer of the step 2 to form a base polymer powder.
- the drying may be carried out at a temperature of 120°C to 250°C, or 140°C to 200°C, or 150°C to 190°C.
- the drying temperature may be defined as a temperature of a heating medium provided for drying, or an internal temperature of a drying reactor including the heating medium and the polymer during the drying process. If the drying temperature is low, and therefore, the drying time becomes long, the process efficiency may be decreased. In order to prevent this problem, the drying temperature is preferably 120°C or higher. In addition, when the drying temperature is higher than necessary, the surface of the water-containing gel polymer is excessively dried, and thus there is a concern about generation of fine particles during the subsequent pulverization process and deterioration of the physical properties of a final polymer. In order to prevent this problem, therefore, the drying temperature is preferably 250°C or lower.
- the drying time in the drying step is not particularly limited, but may be controlled to 20 minutes to 90 minutes at the above drying temperature, in view of process efficiency and physical properties of the polymer.
- the drying may be carried out by using a general medium, and for example, the pulverized water-containing gel polymer may be supplied with hot air, or irradiated with infrared rays, microwaves, ultraviolet rays, or the like.
- the drying as above is performed such that the dried polymer may preferably have the water content of about 0.1% by weight to about 10% by weight.
- the water content of the dried polymer is less than 0.1% by weight, production costs may be increased and degradation of the crosslinked polymer may undesirably occur due to excessive drying.
- the water content of the dried polymer is more than 10% by weight, defects may occur in the subsequent process, which is not preferred.
- the dried water-containing gel polymer may be pulverized. This is a step of optimizing the surface area of the base polymer powder and the superabsorbent polymer.
- the pulverization may be carried out such that the particle size of the pulverized polymer is 150 ⁇ m to 850 ⁇ m.
- a pulverizer applicable herein may include a pin mill, a hammer mill, a screw mill, a roll mill, a disc mill, a jog mill, or the like which is commonly used.
- a step of selectively size-sorting particles having a particle size of 150 ⁇ m to 850 ⁇ m from the polymer particles obtained through the pulverization step may be further carried out.
- the base polymer powder may be obtained through the above-described size-sorting process.
- the base polymer powder thus obtained may have a particle size of 150 ⁇ m to 850 ⁇ m, and may include fine powder having a particle size of less than 150 ⁇ m in an amount of 2% by weight or less, or 1% by weight or less.
- the step 4 of the present invention is a step of reacting the base polymer powder prepared in the step 3 with a surface crosslinking solution to form an interpenetrating polymer network on the surface of the base polymer powder.
- the present invention is characterized by forming an interpenetrating polymer network (IPN) on the surface of the superabsorbent polymer.
- IPN interpenetrating polymer network
- the surface crosslinking solution is characterized by including a monomer having an amine group and a compound represented by Chemical Formula 1.
- the compound represented by Chemical Formula 1 includes an aldehyde group in its chemical structure, and thus it is reacted with the monomer having an amine group on the surface of the base polymer powder to form an interpenetrating polymer network, and consequently, a surface-crosslinked layer may be formed.
- the monomer having an amine group is chitosan, or cyclodextrin.
- the cyclodextrin means that the amine group is substituted.
- a solvent of the surface crosslinking solution may be water, methanol, cyclohexane, or a combination thereof, and most preferably, water may be used.
- the solvent may be used in an amount of 5 parts by weight to 50 parts by weight, based on 100 parts by weight of the base polymer powder.
- pH of the surface crosslinking solution is 1 to 3.
- the reaction of chitosan and the compound represented by Chemical Formula 1 may be effectively induced.
- the pH may be adjusted using an acidic material without limitation. For example, hydrochloric acid, sulfuric acid, etc. may be used.
- a concentration of chitosan in the surface crosslinking solution is 1 N to 10 N.
- a concentration of the compound represented by Chemical Formula 1 is preferably 1 N to 10 N.
- a weight ratio of the chitosan and the compound represented by Chemical Formula 1 in the surface crosslinking solution is 1:1 to 5:1, and more preferably 1:1 to 3:1.
- n in Chemical Formula 1 is 2 to 4. More preferably, n in Chemical Formula 1 is 3.
- the compound represented by Chemical Formula 1 is preferably glutaraldehyde.
- the surface crosslinking solution may include an inorganic filler.
- the inorganic filler may include silica, aluminum oxide, or silicate.
- the inorganic filler may be included in an amount of 0.01 part by weight to 0.5 parts by weight, based on 100 parts by weight of the base polymer powder.
- the surface crosslinking solution may further include a thickener.
- a thickener one or more selected from polysaccharides and a hydroxy-containing polymers may be used.
- the polysaccharides may include gum-type thickeners, cellulose-type thickeners, etc.
- Specific examples of the gum-type thickeners include xanthan gum, arabic gum, karaya gum, tragacanth gum, ghatti gum, guar gum, locust bean gum, psyllium seed gum, etc.
- cellulose-type thickeners include hydroxypropylmethyl cellulose, carboxymethyl cellulose, methylcellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxyethylmethyl cellulose, hydroxymethylpropyl cellulose, hydroxyethylhydroxypropyl cellulose, ethylhydroxyethyl cellulose, methylhydroxypropyl cellulose, etc.
- hydroxy-containing polymer may include polyethylene glycol, polyvinyl alcohol, etc.
- a method of placing the surface crosslinking solution and the base polymer in a reaction tank and mixing them, a method of spraying the surface crosslinking solution onto the base polymer, a method of mixing the base polymer and the surface crosslinking solution while continuously feeding them to a mixer which is continuously operated, etc. may be used.
- the step 4 may be carried out at a temperature of 20°C to 90°C. Further, the step 4 may be carried out for 10 minutes to 24 hours.
- the present invention provides a superabsorbent polymer prepared according to the above-described preparation method of the present invention.
- the superabsorbent polymer includes a base polymer powder including a crosslinked polymer of a water-soluble ethylene-based unsaturated monomer having acidic groups which are at least partially neutralized; and a surface-crosslinked layer which is formed on the base polymer powder and includes an interpenetrating polymer network. Further, the superabsorbent polymer is obtained as particles having a particle size of 150 ⁇ m to 850 ⁇ m.
- the superabsorbent polymer has excellent CRC and gel strength.
- CRC Chiptrifugal Retention Capacity
- water retention capacity refers to an amount of a solution absorbed under no load.
- the CRC may be measured in accordance with EDANA WSP 241.3, and a specific measurement method will be described in Example below.
- CRC of the superabsorbent polymer is 30 g/g to 40 g/g.
- CRC of the superabsorbent polymer is 30.5 g/g or more, 31.0 g/g or more, 31.5 g/g or more, or 32.0 g/g or more, and 39 g/g or less, 38 g/g or less, 37 g/g or less, 36 g/g or less, or 35 g/g or less.
- the term "gel strength" refers to a degree to which absorbency and water retention capacity of the superabsorbent polymer are maintained even under an external pressure, in other words, a degree to which the superabsorbent polymer maintains its shape well even after absorbing water. A specific method of measuring the gel strength will be described in Example below.
- the gel strength of the superabsorbent polymer is 1.50 N to 3.00 N.
- the gel strength of the superabsorbent polymer is 1.55 N or more, 1.60 N or more, 1.65 N or more, or 1.70 N or more, and 2.90 N or less, 2.80 N or less, 2.70 N or less, 2.60 N or less, 2.50 N or less, 2.40 N or less, 2.30 N or less, 2.20 N or less, 2.10 N or less, or 2.00 N or less.
- a method of preparing a superabsorbent polymer according to the present invention is characterized in that an interpenetrating polymer network is formed on the surface of the superabsorbent polymer during formation of a surface-crosslinked layer of the superabsorbent polymer, thereby improving physical properties of the superabsorbent polymer.
- the solution was poured in a tray (15 cm in width x 15 cm in length) installed in a square polymerizer which had a UV irradiation device installed at the top and was preheated to 80°C, and polymerization was initiated by UV irradiation.
- a sheet-type polymer thus prepared was cut in a size of 5 cm x 5 cm, and then injected to a meat chopper to pulverize the polymer.
- water-containing particles having a size of 1 mm to 10 mm were obtained.
- the crumbs were dried in an oven capable of shifting airflow up and down.
- the crumbs were uniformly dried by flowing hot air at 180°C or higher from the bottom to the top for 15 minutes and from the top to the bottom for 15 minutes.
- the dried product had a water content of 2% or less.
- the product was pulverized using a pulverizer and sorted by size, and a size of about 150 to about 850 ⁇ m was selected to prepare a base polymer.
- Chitosan (0.05 g) and glutaraldehyde (0.025 mL) were added to a 0.1 N HCl aqueous solution (10 ml), and stirred to prepare a surface crosslinking solution.
- the surface crosslinking solution was sprayed onto 100 g of the base polymer prepared in Preparation Example, and uniformly mixed, and then a reaction was allowed at 25°C for 40 minutes to prepare a superabsorbent polymer.
- Each superabsorbent polymer was prepared in the same manner as in Example 1, except that the composition of the surface crosslinking solution was changed as in Table 1, below.
- each polymer size-sorted using #30-50 sieve was obtained.
- Each polymer W 0 (g) (about 2.0 g) was uniformly placed into a nonwoven-fabric-made bag, followed by sealing. Then, the bag was immersed in a physiological saline solution (0.9% by weight) at room temperature. After 30 minutes, the bag was drained at 250 G for 3 minutes with a centrifuge, and the weight W 2 (g) of the bag was then measured. Further, the same procedure was carried out using no polymer, and the resultant weight W 1 (g) was measured.
- CRC (g/g) was calculated from the obtained weights according to the following Equation:
- CRC g / g W 2 g ⁇ W 1 g / W 0 g ⁇ 1
- each polymer size-sorted using #30-50 sieve was obtained, and 1 g thereof was weighed.
- the weighed samples were sufficiently immersed and swelled in 100 g of a physiological saline solution for 1 hour. Thereafter, the solvent not absorbed therein was removed by using an aspirator for 4 minutes, and the solvent left on the surface of the same was evenly distributed and wiped once with a filter paper.
- 2.5 g of the swelled superabsorbent polymer was positioned between two plates (a diameter of 25 mm, with a wall of about 2 mm at the bottom for preventing the sample from leaking) of a rheometer, and the gap between the two plates was adjusted to 1 mm (At this time, when the sample is hard and thus it is difficult to adjust the gap to 1 mm, the gap between the plates was properly adjusted by pressing the plates with a force of about 3 N such that the swelled superabsorbent polymer sample was contacted evenly at the face of the plates).
- the superabsorbent polymers of Examples 1 to 4 according to the present invention showed the similar levels of CRC, but showed the increased gel strength, as compared with the superabsorbent polymers of Comparative Examples 1 and 2.
- the superabsorbent polymers of Comparative Examples 1 and 2 also had the surface-crosslinked layer of a network structure by surface crosslinking, but the superabsorbent polymers of Examples 1 to 4 according to the present invention had a structure in which, in addition to the network structure, additional crosslinking occurred, and thus another network structure was formed, thereby having the improved gel strength.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Dispersion Chemistry (AREA)
- Analytical Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Hematology (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR20200166858 | 2020-12-02 | ||
KR1020210159519A KR20220077867A (ko) | 2020-12-02 | 2021-11-18 | 고흡수성 수지의 제조 방법 |
PCT/KR2021/017211 WO2022119207A1 (fr) | 2020-12-02 | 2021-11-23 | Procédé de fabrication d'un polymère superabsorbant |
Publications (2)
Publication Number | Publication Date |
---|---|
EP4137535A1 true EP4137535A1 (fr) | 2023-02-22 |
EP4137535A4 EP4137535A4 (fr) | 2024-01-03 |
Family
ID=81854157
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP21900895.0A Pending EP4137535A4 (fr) | 2020-12-02 | 2021-11-23 | Procédé de fabrication d'un polymère superabsorbant |
Country Status (5)
Country | Link |
---|---|
US (1) | US20230272169A1 (fr) |
EP (1) | EP4137535A4 (fr) |
JP (1) | JP2023527468A (fr) |
CN (1) | CN115698143A (fr) |
WO (1) | WO2022119207A1 (fr) |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6222091B1 (en) * | 1997-11-19 | 2001-04-24 | Basf Aktiengesellschaft | Multicomponent superabsorbent gel particles |
EP1140229B1 (fr) * | 1998-12-16 | 2010-10-06 | Nederlandse Organisatie voor toegepast -natuurwetenschappelijk onderzoek TNO | Polysaccharides superabsorbants acides |
US6998367B2 (en) * | 2001-12-06 | 2006-02-14 | Kimberly-Clark Worldwide, Inc. | Absorbent composition containing transitional crosslinking points |
JP2004285548A (ja) * | 2003-01-30 | 2004-10-14 | Toyobo Co Ltd | 機能性繊維、その繊維構造物、および吸収性物品 |
WO2005097313A1 (fr) * | 2004-03-31 | 2005-10-20 | Nippon Shokubai Co., Ltd. | Un agent absorbant de liquides aqueux et procédé pour la fabrication de celui-ci |
KR20120066369A (ko) * | 2010-12-14 | 2012-06-22 | 강원대학교산학협력단 | 글루타알데히드로 가교된 키토산 마이크로겔 및 그 제조방법 |
CA2967391C (fr) * | 2014-11-19 | 2023-08-01 | Perma-Fix Environmental Services, Inc. | Preparation de matiere composite microporeuse a base de chitosane et ses applications |
-
2021
- 2021-11-23 WO PCT/KR2021/017211 patent/WO2022119207A1/fr unknown
- 2021-11-23 JP JP2022573534A patent/JP2023527468A/ja active Pending
- 2021-11-23 EP EP21900895.0A patent/EP4137535A4/fr active Pending
- 2021-11-23 US US18/007,947 patent/US20230272169A1/en active Pending
- 2021-11-23 CN CN202180036426.0A patent/CN115698143A/zh active Pending
Also Published As
Publication number | Publication date |
---|---|
EP4137535A4 (fr) | 2024-01-03 |
CN115698143A (zh) | 2023-02-03 |
WO2022119207A1 (fr) | 2022-06-09 |
JP2023527468A (ja) | 2023-06-28 |
US20230272169A1 (en) | 2023-08-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP3406653B1 (fr) | Polymère superabsorbant et son procédé de préparation | |
EP3546503B1 (fr) | Procédé de préparation d'un polymère super absorbant | |
EP3424989B1 (fr) | Procédé de préparation de polymère superabsorbant | |
EP3406655A1 (fr) | Procédé de préparation de polymère superabsorbant | |
EP3453737B1 (fr) | Polymère superabsorbant et son procédé de préparation | |
EP3412709B1 (fr) | Procédé pour la fabrication d'un polymère superabsorbant | |
EP3415550B1 (fr) | Polymère superabsorbant et son procédé de préparation | |
EP3719059A1 (fr) | Procédé de préparation d'un polymère superabsorbant | |
EP3404058A1 (fr) | Polymère superabsorbant et son procédé de préparation | |
EP3424987B1 (fr) | Procédé de production de polymère super absorbant | |
KR20210037450A (ko) | 고흡수성 수지의 제조 방법 | |
EP3722351A1 (fr) | Polymère super absorbant et procédé de préparation associé | |
KR20200041644A (ko) | 고흡수성 수지의 제조 방법 및 고흡수성 수지 | |
EP3708607B1 (fr) | Procédé de préparation de polymère superabsorbant | |
EP4137535A1 (fr) | Procédé de fabrication d'un polymère superabsorbant | |
KR102616889B1 (ko) | 고흡수성 수지의 제조 방법 | |
EP4063434A1 (fr) | Procédé de préparation d'un polymère superabsorbant | |
EP3753976B1 (fr) | Procédé de préparation de polymère superabsorbant | |
KR20220077867A (ko) | 고흡수성 수지의 제조 방법 | |
EP3919552A1 (fr) | Procédé de production de polymère superabsorbant | |
KR20220112009A (ko) | 고흡수성 수지의 제조 방법 | |
EP4282904A1 (fr) | Procédé de préparation d'un polymère superabsorbant |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE |
|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE |
|
17P | Request for examination filed |
Effective date: 20221118 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
A4 | Supplementary search report drawn up and despatched |
Effective date: 20231201 |
|
RIC1 | Information provided on ipc code assigned before grant |
Ipc: C08F 6/26 20060101ALI20231127BHEP Ipc: C08F 6/00 20060101ALI20231127BHEP Ipc: C08K 5/07 20060101ALI20231127BHEP Ipc: C08J 3/075 20060101ALI20231127BHEP Ipc: C08J 3/12 20060101ALI20231127BHEP Ipc: C08J 3/24 20060101AFI20231127BHEP |
|
DAV | Request for validation of the european patent (deleted) | ||
DAX | Request for extension of the european patent (deleted) |